After a two month unplanned hiatus, in this episode, Damien and Horace wrap up 2025 discussing the latest trends in legal tech and AI.

From encoding morality to vibe coding by legal professionals, we cover recent developments that we should be watching. Along the way, we tackle the transformation in law firms towards AI adoption and debate the future of legal services in the context of accessible and open data.

00:00 AI and Human Values at the Vatican
01:32 Building a Moral Knowledge Graph
03:02 Recent Developments in Legal Tech
05:22 Joining Clio and Industry Insights
06:51 AI Strategy and Law Firm Transformation
20:42 Trust, Intuition, and Integrity in Legal Practice
27:41 The Ethical Dilemma of Paywalls
34:08 The Future of Open Source and Open Access
41:29 The Philosophical Debate on Open Source and AI

In this episode of 'Further Comments', hosts Damien Riehl and Horace Wu chat with legal tech industry veteran Ken Crutchfield about navigating the future. The discussion revolves around the potential 'bubble' in legal technology and the impact of generative AI on the legal industry. The trio explores whether current trends mirror previous economic bubbles, the nuances of legal tech adoption amidst such uncertainties, and the future of AI in reshaping legal services. They delve into topics ranging from the trust factor in legal services to the implications of AI on legal practices, providing insights for both tech enthusiasts and legal professionals.

Tune in for a thought-provoking conversation on navigating the evolving landscape of legal tech.

00:00 Introducing Ken Crutchfield
00:51 Discussion on Market Bubble
01:27 Historical Parallels and AI Growth
03:18 Legal Tech and AI Integration
05:20 Economic Bubbles and Legal Tech Market
08:12 Big Tech's Role in Legal Tech
15:16 Geopolitical and the Macro Backdrop
24:29 The Importance of Data and Relationships in AI
27:31 Trust, Integrity, and Intuition
31:16 Economic Indicators and Legal Tech Adaptation
34:57 Productization and Incentive-Aligned Fees in Law Firms
40:48 Adoption and Transformation Tips

Join hosts Damien Riehl and Horace Wu on this episode of Further Comments as they welcome special guest Ted Theodoropoulos to discuss the recently concluded ILTACON 2025.

The trio delve into a variety of thought-provoking topics including the growing influence of large language models and AI on the legal industry, the prospect of non-lawyer ownership in law firms through alternative business structures (ABS), and the importance of interoperability in legal tech solutions. They also explore the potential future scenarios for law firms, including challenges and opportunities presented by technological advancements. Whether you're a skeptic or an enthusiast about the AI hype, this is an episode filled with insights and reflections you won't want to miss.

00:00 ILTACON Reflections and AI Hype

03:39 Venture Capital and AI in Law

07:25 Interoperability and Legal Standards

10:48 Data Management in Law Firms

14:06 Innovation and the Role of Lawyers

22:41 Empathy and User Experience

24:12 Challenges in AI Adoption

27:57 The Importance of Problem-Solving in Solutions

28:54 The Flawed Partnership Model in Law Firms

30:39 The Rise of Alternative Business Structures (ABS)

35:01 The Role of AI in Modern Law Firms

36:22 Challenges in Adopting New Technologies

39:50 The Future of Law Firms and AI Integration

49:30 Optimism for the Future of Legal Services

In this episode of Further Comments, Damien and Horace are joined by Joe Green and Stephanie Goutos from Gunderson to discuss the integration of AI and technology in legal practice. The conversation covers Gunderson's innovative approaches, the adoption of tools like ChatGPT and Perplexity, and the challenges and opportunities in modernizing legal workflows. From humorous anecdotes to insights on future tech, this episode provides a comprehensive look into how AI is transforming the legal industry.

00:00 Introduction and Guest Introduction

02:28 AI and Technology in Law Firms

04:49 The Impact of ChatGPT

08:52 Developing Internal AI Tools

15:46 Client Inspiration and Innovative Tools

19:43 First Impressions of the Agentic Browser

20:22 Legal Applications of Agentic Tools

21:19 Evolution of Legal Tech and Tool Building

22:27 Introducing ChatGD Plus

23:41 Challenges and Integration in Legal Tech

25:06 The Role of AI in Legal Practice

26:39 Future of Agentic Tools and Legal Tech

31:50 Balancing Risks and Embracing AI

32:22 Advice for Law Firms on AI Adoption

41:28 Optimism for the Future of Legal Tech

Take a deep dive into the evolution of document management systems in law firms with hosts Damien Riehl and Horace Wu. Featuring expert insights from Mark Denner of Fireman & Co., this episode explores the history, current landscape, and future of DMS. Learn why systems like iManage and NetDocuments dominate the market, how AI could be poised to revolutionize DMS, and the unique challenges and innovations in the legal industry. Don't miss this comprehensive look into the essential tools that law firms use to manage their vast data securely and efficiently.

00:00 Recent Travels
01:08 The Gen AI Landscape in Law Firms
01:42 Introducing Mark Denner: Document Management Systems Expert
02:32 The Evolution of Document Management Systems
05:43 Challenges and Solutions in DMS Adoption
13:06 The Rise of Cloud-Based DMS
21:07 The Future of DMS and AI Integration
36:55 Closing Thoughts

In this riveting episode of 'Further Comments', hosts Damien Riehl and Horace Wu welcome Dr. Megan Ma from Stanford to delve into the intersection of AI and legal practice. They discuss Megan's work on multi-agent simulations for training young attorneys, the significance of personas in AI models, and the future of AI in legal professions.

This episode offers a wealth of knowledge on how cutting-edge AI research is reshaping the legal field.

00:00 Introduction and Welcome
00:41 Guest Introduction: Dr. Megan Ma
01:31 Personal News and AI Analogies
05:09 Research on Multi-Agent Simulations
09:02 Training and Customization of AI Agents
16:34 Risk Mitigation and Future Directions
22:55 Challenges and Collaborations in AI Research
25:52 Introduction to Generative Agents
26:15 Simulating Human Behavior in AI
27:18 Applying AI in Legal Domain
29:10 Innovative Legal Tools
31:53 Personality and Subjectivity in Law
34:15 Evaluating AI and Human Collaboration
37:03 Future of AI in Legal Practice
43:33 Challenges and Opportunities in AI Training
44:27 AI as Companions and Counselors
49:34 Conclusion and Final Thoughts

In this episode of Further Comments, hosts Damien and Horace dive into the state of knowledge management (KM) in the legal industry, discussing why traditional KM practices fall short and how artificial intelligence (AI) can revolutionize the field. Horace shares insights from interviews with KM leaders and discusses the implications of AI innovations like large language models on the future of legal practice. The episode covers the challenges of data organization, the role of AI in legal support, and the importance of capturing data exhaust. They also explore the concept of 'good enough' AI tools and the potential for open-source solutions to democratize access to sophisticated legal technologies. Tune in for a deep exploration of KM and AI's transformative potential, set against the backdrop of an industry ripe for innovation.

00:00 Introduction and Greetings
00:32 Upcoming Seminar Announcement
01:25 Why Your KM Sucks
01:45 Interviews with KM Leaders
02:07 AI and Knowledge Management
02:37 Misconceptions About AI in Legal Tech
03:49 The Role of AI in Legal Work
05:38 The Future of Legal Contracts and AI
13:53 Binding Bot Arbitration and Access to Justice
15:39 AI's Impact on Legal Support Staff
19:19 KM Teams and AI Integration
21:24 The Goal of Knowledge Management
21:55 Taxonomically Tagging 'It Depends'
22:10 SALI and FOLIO's Collection Efforts
22:55 Top-Down and Bottom-Up Ontologies
24:03 Creating an Expert System
24:47 Challenges in Knowledge Management
25:36 The Role of Large Language Models
28:46 Data Exhaust and Its Value
33:38 The Future of Context Windows
34:55 The Importance of Tagging and Quality Control
40:06 Optimism in Open Source
42:16 Upcoming Guests and Closing Remarks

Join hosts Damien and Horace in their deep dive into the current state and future of AI in the legal sector.

They tackle three major topics: (1) the hype cycle of AI in tech, (2) the using autonomous agentsin legal practices, and (3) the feasibility of achieving Artificial General Intelligence (AGI).

Whether you're a legal professional, tech enthusiast, or just curious about the intersection of AI and law, this episode is a good pulse check on the zeitgeist.

00:00 The Elephants in the Room

01:34 Understanding the Gartner Hype Cycle

01:46 Debating the Hype: Individual vs Organizational Perspectives

04:23 Visualizing the Hype Cycle

05:11 Legal Tech and the Hype Cycle

13:01 Transition to AI Agents

21:45 Legal Research Tasks and AI Workflows

22:13 Human Involvement in AI Legal Workflows

23:14 Trusting AI in Legal Contexts

23:35 AI Verification and Confidence Scores

24:42 Challenges in AI Verification

29:33 Ethical Considerations in AI Usage

33:56 Defining Artificial General Intelligence (AGI)

36:18 AI's Current Capabilities and Future Potential

41:50 Practical Applications and Limitations of AI

43:48 Encouragement to Experiment with AI